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The absolute configuration of prunioside A from Spiraea prunifolia and biological activities of related compounds
Authors:Oh Hyuncheol  Shin Hyungsoo  Oh Gi-Su  Pae Hyun-Ock  Chai Kyu-Yun  Chung Hun-Taeg  Lee Ho-Sub
Institution:Professional Graduate School of Oriental Medicine, Wonkwang University, Iksan, Chonbuk 570-749, South Korea.
Abstract:The stereochemistry of prunioside A isolated from Spiraea prunifolia was determined by chemical transformations and NMR spectral data analysis. The configurations at C-5 and C-6 were determined to be 5S and 6R by application of the modified Mosher's method, CD analysis, and 13C NMR spectroscopic data analysis of an acetonide derivative. Other compounds related to prunioside A have inhibitory effects on the synthesis of nitric oxide in LPS-stimulated macrophage-like RAW 264.7 cells.
Keywords:Spiraea prunifolia  Rosaceae  Prunioside A  Mosher's method  Inhibitory effects on nitric oxide (NO) production
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